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Races near Orlando in September 2027

Updated November 4, 2026

8 races are on the calendar near Orlando in September 2027, starting with DeBary 50K, Marathon, Half, 10K & 5K - MileBuilt Gemini Springs Labor Day 4-Day Challenge on Friday, September 3 in DeBary. Listed by date, with prices and early-bird deadlines where the race publishes them.

Nov 2026Dec 2026Jan 2027Feb 2027Mar 2027Apr 2027May 2027Jun 2027Jul 2027Aug 2027Sep 2027Oct 2027

• Fri3Sep

  DeBary 50K, Marathon, Half, 10K & 5K - MileBuilt Gemini Springs Labor Day 4-Day Challenge

  Fri Sep 3 · 7:00 AM · DeBary · Seminole County & West Volusia

  5K10KHalf marathonMarathonTrail

  from $35Goes up Aug 19Sign up ↗
• Sat4Sep

  Labor Day Triple (Three Days, Five Distances to choose from)

  Sat Sep 4 · 5:00 AM · Winter Park · Orlando & Winter Park

  5K10KHalf marathonMarathon50K

  from $30Goes up Aug 27Sign up ↗
• Sun5Sep

  The Ritz-Carlton Grande Labor Day Weekend 5K & Yoga Master Class

  Sun Sep 5 · 7:00 AM · Orlando · Orlando & Winter Park

  5K

  from $65Goes up Jul 29Sign up ↗
• Sun12Sep

  AdventHealth Cool Sommer Mornings Triathlon\Duathlon\5K Series #4

  Sun Sep 12 · 7:10 AM · Clermont · Kissimmee, Clermont & Winter Garden

  5K

  from $44Goes up Dec 31Sign up ↗
• Sat18Sep

  Triple-H 5k Run and Walk

  Sat Sep 18 · 7:00 AM · Orlando · Orlando & Winter Park

  5K

  from $30Reg. closed
• Sat18Sep

  Golden Harvest Half Marathon & 5K/10K - Orlando

  Sat Sep 18 · 8:00 AM · Orlando · Orlando & Winter Park

  1 mile5K10KHalf marathon

  from $22Goes up Mar 22Sign up ↗
• Sat25Sep

  PRE-Sale Margaritaville Run Orlando Half Marathon, 10K & 5K

  Sat Sep 25 · 7:00 AM · Kissimmee · Kissimmee, Clermont & Winter Garden

  5K10KHalf marathon

  Reg. closed
• Sun26Sep

  M Family Foundation's 2027 Superhero Race Against Cancer 5K

  Sun Sep 26 · 7:30 AM · Celebration · Kissimmee, Clermont & Winter Garden

  5K

  from $40Goes up May 31Sign up ↗

Quick answers

How many races are near Orlando in September 2027?

8 races are listed near Orlando in September 2027. The first is DeBary 50K, Marathon, Half, 10K & 5K - MileBuilt Gemini Springs Labor Day 4-Day Challenge on Friday, September 3 in DeBary, and the last is M Family Foundation's 2027 Superhero Race Against Cancer 5K on September 26.

What is the cheapest race near Orlando in September 2027?

Golden Harvest Half Marathon & 5K/10K - Orlando on September 18 has the lowest listed entry fee: $22. Prices are before the registration platform's processing fee.

When does the next early-bird price end for races near Orlando?

AdventHealth Cool Sommer Mornings Triathlon\Duathlon\5K Series #4: the 5K goes from $44 to $49 after December 31. 5 more of these races publish a later price increase.

Are there half marathons or marathons near Orlando in September 2027?

Yes: 4 half marathons and 2 marathons. The first is DeBary 50K, Marathon, Half, 10K & 5K - MileBuilt Gemini Springs Labor Day 4-Day Challenge on September 3.